Joseph Jacks’ Post

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Accelerating an Open Future.

Just realized that I’ve led 37 rounds of funding at incorporation where OSS Capital was the first investor on the cap table — we also usually invite many of our legendary friends to join the ride (founders of Mongo, Confluent, GitHub, Red Hat, Automattic, YouTube and more). Partnering with founders and helping them form companies from zero so many times is a huge honor. Some think of this as a form of “incubation”, but it is not. Founders do all the hardest work, putting all their eggs in one basket while I have many eggs in many baskets. A few years in, we have seen nearly a dozen of these companies go from zero to millions in ARR. Starting out, teams usually comprise of 1-5 people (just founders).. many have built very capital efficient orgs of 30-50~ people. I’m so grateful for their headcount discipline. Only 4 write-offs in this group of lead investments (11%~), and I do expect this number to go up as we see more concrete data in the coming years. Founders are superheroes who put it all on the line with a very high probability of failure for worthy missions. So far, 6 out of 37 companies are on trajectories to cross > $100M ARR in the next handful of years. Still a lot of work to do! Onwards!

With the industry failure rate so high, these are impressive numbers.

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Sumon Sadhu

CCO & Co-founder @ Atman Labs, Emulating Human Expertise in Software | Angel Investor in Global Companies (6 x🦄)

8mo

What were your lessons on the write offs?

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Chelsea Wei

CPA | CFO at OSS Capital

8mo

I'm so honored to be part of this journey!

Chris Aniszczyk

Building a better world through open collaboration

8mo

kudos for the transparency here, appreciate your work in trying to sustain open source through funding entrepreneurship

Maxim Wheatley

Founder & CEO of JetPatient | Family Office Investor | Exited Founder | Board at Robles Bioceutics

8mo

I’ve worked with many investors, you were/are one of the most helpful, real, and authentic partners I’ve ever had the good fortune to collaborate with brother.

Alexander Dean

CEO at Snowplow — London, Boston

8mo

JJ is the real deal

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